S-(2-naphthylmethyl)-5-methyl-2-pyridylthioimidate hydrobromide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-(2-naphthylmethyl)-5-methyl-2-pyridylthioimidate hydrobromide
• 英文别名: Naphthalen-2-ylmethyl 5-methylpyridine-2-carboximidothioate;hydrobromide；naphthalen-2-ylmethyl 5-methylpyridine-2-carboximidothioate;hydrobromide
• 化学式: BrH*C₁₈H₁₆N₂S
• 分子量: 373.316
• InChiKey: HIBOONBESWVXRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.01
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-bis(4-amino-2-methylphenyl)furan 、 S-(2-naphthylmethyl)-5-methyl-2-pyridylthioimidate hydrobromide 以 乙醇 、 乙腈 为溶剂， 以74%的产率得到DB710
  参考文献：
  名称：

  Diguanidino and “Reversed” Diamidino 2,5-Diarylfurans as Antimicrobial Agents

  摘要：

  Dicationic 2,5-bis(4-guanidinophenyl)furans 5a-5f, 2,5-bis [4-(arylimino)aminophenyl] furans 6a -6b and 6e-6k, and 2,5-bis [4-(alkylimino)aminophenyl] furans 6c -6d have been synthesized starting from 2,5-bis [tri-n-butylstannyl] furan. Thermal melting studies with poly dA . dT and the duplex oligomer d(CGCGAATTCGCG)2 demonstrated high DNA binding affinities for a number of the compounds. The binding affinities are highly dependent on structure and are significantly affected by substituents both on the phenyl rings of the 2,5-diphenylfuran nucleus and on the cationic centers. Of the 17 novel dicationic compounds synthesized, six (6a, 6b, 5b, 6f, 6fi, 6i) exhibited MICs of 2 mug/mL or less versus Mycobacterium tuberculosis. Of the compounds screened against Candida albicans, three gave MICs of 2 mug/mL or less (5b, 6h, Si), and two (5b, 6i) were fungicidal, unlike a standard antifungal drug fluconazole, which was fungistatic. In addition, one of the tested compounds (6i) exhibited a MIC of <1 mug/mL against Aspergillus fumigatus, while also being a fungicidal against this organism. Finally, when evaluated against an expanded fungal panel, compound 6h showed good activity against Cryptococcus neoformans and Rhizopus arrhizus.

  DOI：

  10.1021/jm000413a
• 作为产物：
  描述：

  2-氰基-5-甲基吡啶 在 盐酸 、 硫代乙酰胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 S-(2-naphthylmethyl)-5-methyl-2-pyridylthioimidate hydrobromide
  参考文献：
  名称：

  Diguanidino and “Reversed” Diamidino 2,5-Diarylfurans as Antimicrobial Agents

  摘要：

  Dicationic 2,5-bis(4-guanidinophenyl)furans 5a-5f, 2,5-bis [4-(arylimino)aminophenyl] furans 6a -6b and 6e-6k, and 2,5-bis [4-(alkylimino)aminophenyl] furans 6c -6d have been synthesized starting from 2,5-bis [tri-n-butylstannyl] furan. Thermal melting studies with poly dA . dT and the duplex oligomer d(CGCGAATTCGCG)2 demonstrated high DNA binding affinities for a number of the compounds. The binding affinities are highly dependent on structure and are significantly affected by substituents both on the phenyl rings of the 2,5-diphenylfuran nucleus and on the cationic centers. Of the 17 novel dicationic compounds synthesized, six (6a, 6b, 5b, 6f, 6fi, 6i) exhibited MICs of 2 mug/mL or less versus Mycobacterium tuberculosis. Of the compounds screened against Candida albicans, three gave MICs of 2 mug/mL or less (5b, 6h, Si), and two (5b, 6i) were fungicidal, unlike a standard antifungal drug fluconazole, which was fungistatic. In addition, one of the tested compounds (6i) exhibited a MIC of <1 mug/mL against Aspergillus fumigatus, while also being a fungicidal against this organism. Finally, when evaluated against an expanded fungal panel, compound 6h showed good activity against Cryptococcus neoformans and Rhizopus arrhizus.

  DOI：

  10.1021/jm000413a

文献信息

• Synthesis and antimicrobial activity of novel dicationic "reversed amidines"
  申请人：——

  公开号：US20040235927A1

  公开（公告）日：2004-11-25

  The present invention relates to novel 2,5-bis{[alkyl (or aryl) imino]aminophenyl}furans and thiophenes of the general formula 1 in which R 1 , R 2 , R 3 and R 4 are each independently selected from the group consisting of H, alkyl, alkoxy, halide, and alkylhalide groups; R 5 is H, alkyl or aryl; R 6 is H, alkyl, aryl, or NR 7 R 8 , in which R 7 and R 8 are each independently selected from the group consisting of H, alkyl and aryl; and X is O, S or NR 9 , in which R 9 is H or alkyl, and to the use of such compounds.

  本发明涉及新型的2,5-双{[烷基（或芳基）亚胺]氨基苯基}呋喃和噻吩，其通式为1，其中R1、R2、R3和R4各自独立地选自H、烷基、烷氧基、卤素和烷基卤素基团；R5为H、烷基或芳基；R6为H、烷基、芳基或NR7R8，其中R7和R8各自独立地选自H、烷基和芳基；X为O、S或NR9，其中R9为H或烷基，并且涉及这种化合物的用途。
• Reversed amidines and methods of using for treating, preventing, or inhibiting leishmaniasis
  申请人：——

  公开号：US20020156098A1

  公开（公告）日：2002-10-24

  Methods for treating, preventing or inhibiting leishmaniasis in a subject comprising administering to the subject a therapeutically effective amount of at least one compound having the structural formula 1 wherein Y is a heteroatom; R 1 and R 2 are independently H or an alkyl, cycloalkyl, heterocycloalkyl, aryl, amino or heteroaryl group; and X 1 , X 2 , and X 3 are independently H or an alkyl, alkoxy, halo, amino, alkylamino, dialkylamino, acylamino, alkylthio, sulfonyl, cyano, carboxy, alkoxycarbonyl, or carbamoyl group are disclosed.

  本发明涉及用于治疗、预防或抑制利什曼病的方法，包括向受试者施用至少一种具有结构式1的化合物的治疗有效量，其中Y是杂原子；R1和R2分别是H或烷基、环烷基、杂环烷基、芳基、氨基或杂芳基基团；X1、X2和X3分别是H或烷基、烷氧基、卤素、氨基、烷基氨基、二烷基氨基、酰胺基、烷硫基、磺酰基、氰基、羧基、烷氧羰基或氨基甲酰基基团。
• US6706754B2
  申请人：——

  公开号：US6706754B2

  公开（公告）日：2004-03-16
• US6737440B2
  申请人：——

  公开号：US6737440B2

  公开（公告）日：2004-05-18
• US7241795B2
  申请人：——

  公开号：US7241795B2

  公开（公告）日：2007-07-10